In 2007, to settle a dispute between the City of Palm Beach and Mr. Trump’s Mar-a-Lago resort, the foundation paid $100,000 to the Fisher House Foundation, another charity.
In 2012, a man named Martin B. Greenberg sued the Trump National Golf Club after he made a hole-in-one at a fund-raising golf tournament that had promised to pay $1 million to golfers who aced the 13th hole, as he did. As part of a settlement, the charitable foundation paid $158,000 to a foundation run by Mr. Greenberg.
The foundation also paid $5,000 to one organization for “promotional space featuring Trump International Hotels,” and another $32,000 to satisfy a pledge made by a privately held entity controlled by Mr. Trump to a charitable land trust.
The foundation lawsuit, and the referrals to the federal agencies, are the latest of Mr. Trump’s voluminous legal challenges, starting with the ongoing investigation by the special counsel, Robert S. Mueller III, into ties between Mr. Trump, his associates and Russia. Earlier this week, Mr. Trump’s longtime fixer, Michael Cohen, scrapped his own legal team, as he faces an investigation by the United States attorney’s office in Manhattan.
The attorney general’s action is also likely to embolden critics who have accused Mr. Trump of flouting legal norms. Mr. Trump has suggested he might pardon himself in the Mueller investigation and has repeatedly assailed the Federal Bureau of Investigation.
“As our investigation reveals, the Trump Foundation was little more than a checkbook for payments from Mr. Trump or his businesses to nonprofits, regardless of their purpose or legality,” said Barbara D. Underwood, New York’s attorney general, who has been on her job little over a month. “This is not how private foundations should function and my office intends to hold the foundation accountable for its misuse of charitable assets.”